Literature DB >> 19685250

Neighboring group stabilization by sigma-holes.

Richard A J O'Hair1, Craig M Williams, Timothy Clark.   

Abstract

We have used density-functional theory to investigate the neighboring-group stabilization of iodine, arsenic, and phosphorus-centered oxyanion moieties in species such as deprotonated 2-iodoxybenzoic acid (IBX) and its analogs. The magnitudes of different stabilizing effects and further candidates for analogous stabilization are analyzed.

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Year:  2009        PMID： 19685250     DOI： 10.1007/s00894-009-0567-1

Source DB:  PubMed          Journal:  J Mol Model        ISSN： 0948-5023            Impact factor:   1.810


  11 in total

1.  Sigma-hole bonding: molecules containing group VI atoms.

Authors:  Jane S Murray; Pat Lane; Timothy Clark; Peter Politzer
Journal:  J Mol Model       Date:  2007-07-24       Impact factor: 1.810

2.  Sigma-hole bonding between like atoms; a fallacy of atomic charges.

Authors:  Peter Politzer; Jane S Murray; Monica C Concha
Journal:  J Mol Model       Date:  2008-03-04       Impact factor: 1.810

3.  Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density.

Authors: 
Journal:  Phys Rev B Condens Matter       Date:  1988-01-15

4.  Halogen bonding: the sigma-hole. Proceedings of "Modeling interactions in biomolecules II", Prague, September 5th-9th, 2005.

Authors:  Timothy Clark; Matthias Hennemann; Jane S Murray; Peter Politzer
Journal:  J Mol Model       Date:  2006-08-23       Impact factor: 1.810

5.  Why are dimethyl sulfoxide and dimethyl sulfone such good solvents?

Authors:  Timothy Clark; Jane S Murray; Pat Lane; Peter Politzer
Journal:  J Mol Model       Date:  2008-05-06       Impact factor: 1.810

6.  2-Iodoxybenzenesulfonic acid as an extremely active catalyst for the selective oxidation of alcohols to aldehydes, ketones, carboxylic acids, and enones with oxone.

Authors:  Muhammet Uyanik; Matsujiro Akakura; Kazuaki Ishihara
Journal:  J Am Chem Soc       Date:  2009-01-14       Impact factor: 15.419

7.  Expansion of the sigma-hole concept.

Authors:  Jane S Murray; Pat Lane; Peter Politzer
Journal:  J Mol Model       Date:  2008-12-11       Impact factor: 1.810

8.  Experimental determination of the gas phase proton affinities of the conjugate base anions of 2-iodoxybenzoic acid (IBX) and 2-iodosobenzoic acid (IBA).

Authors:  Tom Waters; Jack Boulton; Timothy Clark; Michael J Gallen; Craig M Williams; Richard A J O'Hair
Journal:  Org Biomol Chem       Date:  2008-05-19       Impact factor: 3.876

9.  Halogen bonding and the design of new materials: organic bromides, chlorides and perhaps even fluorides as donors.

Authors:  Peter Politzer; Jane S Murray; Monica C Concha
Journal:  J Mol Model       Date:  2007-03-15       Impact factor: 1.810

10.  Br···O Complexes as Probes of Factors Affecting Halogen Bonding: Interactions of Bromobenzenes and Bromopyrimidines with Acetone.

Authors:  Kevin E Riley; Jane S Murray; Peter Politzer; Monica C Concha; Pavel Hobza
Journal:  J Chem Theory Comput       Date:  2008-12-18       Impact factor: 6.006
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  6 in total

1.  Molecular surface electrostatic potentials as guides to Si-O-N angle contraction: tunable σ-holes.

Authors:  Jane S Murray; Monica C Concha; Peter Politzer
Journal:  J Mol Model       Date:  2010-09-26       Impact factor: 1.810

2.  Cooperativity of intermolecular hydrogen bonds in microsolvated DMSO and DMF clusters: a DFT, AIM, and NCI analysis.

Authors:  Natarajan Sathiyamoorthy Venkataramanan
Journal:  J Mol Model       Date:  2016-06-08       Impact factor: 1.810

3.  Halogen bonding in hypervalent iodine and bromine derivatives: halonium salts.

Authors:  Gabriella Cavallo; Jane S Murray; Peter Politzer; Tullio Pilati; Maurizio Ursini; Giuseppe Resnati
Journal:  IUCrJ       Date:  2017-05-10       Impact factor: 4.769

4.  Substituent Effects in Multivalent Halogen Bonding Complexes: A Combined Theoretical and Crystallographic Study.

Authors:  Antonio Bauzá; David Quiñonero; Antonio Frontera
Journal:  Molecules       Date:  2017-12-22       Impact factor: 4.411

5.  New Type of Halogen Bond: Multivalent Halogen Interacting with π- and σ-Electrons.

Authors:  Sławomir J Grabowski
Journal:  Molecules       Date:  2017-12-05       Impact factor: 4.411

6.  Factors Impacting σ- and π-Hole Regions as Revealed by the Electrostatic Potential and Its Source Function Reconstruction: The Case of 4,4'-Bipyridine Derivatives.

Authors:  Carlo Gatti; Alessandro Dessì; Roberto Dallocchio; Victor Mamane; Sergio Cossu; Robin Weiss; Patrick Pale; Emmanuel Aubert; Paola Peluso
Journal:  Molecules       Date:  2020-09-25       Impact factor: 4.411
  6 in total

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